CFD 219 - Jacob Black and Sterling White Zeroed in on a Market and Became Local Experts in Rental Properties
After managing 400+ units and helping STR hosts in 17 countries achieve $800+ monthly net income per bedroom, I'm sharing my best strategies - free.
Every Monday and Thursday, you'll get:
✓ One actionable STR automation strategy
✓ Data-driven market insights that matter
✓ Implementation frameworks that work
✓ Real case studies from our 20,000+ community
No fluff. No theory. Just proven systems from my living room "office" (fueled by Celsius and Chick-fil-A).
These are the exact insights that help our community achieve:
• 30%+ profit margins
• 80% automated guest communication
• 5+ hours saved weekly
👉 Join 20,000+ successful STR hosts at https://newsletter.cashflowdiary.com/welcome
Now, let's dive into today's episode...
My Cash Flow Diary podcast guests Jacob Black and Sterling White move fast. They’ve created something that’s mighty impressive called Holdfolio. This innovative company enables investors to purchase ownership in a portfolio of income properties that the co-founders own. Holdfolio is the result of Jacob and Sterling deciding to create a partnership in a business that serves not just accredited investors but also those who don’t meet those requirements. Since both men love buying rental properties and have a passion for real estate investing, the partnership was a natural.
Jacob started really early in real estate investing. He was a freshman in college. One night he saw a late-night infomercial about real estate investing that grabbed his interest. So he put himself on the path to learning.
Sterling started even younger… as a kid in school selling candy! He found that he loved sales. Later in life he discovered real estate investing and ventured into the single-family home space in Indianapolis. It was through a seminar Jacob was attending with his mentor that Sterling and Jacob first met.
After Sterling introduced himself to Jacob at the event, he started showing up at Jacob’s office… frequently. His persistence paid off; Jacob took notice. It didn’t take long before the two were doing deals as a team.
Because I hear all sorts of excuses from people about why they haven’t gotten into real estate investing YET, I made sure to ask Jacob and Sterling how they feel about excuses. For example, I hear all the time, “I’m too old, too young, too busy, have kids, have chaos, too fat, too thin, too whatever” to do real estate investing. It’s crazy. And these are simply excuses. If you REALLY want to get into real estate investing (or anything else) you have to take action and learn how to do this new thing. Or just stop talking about it.
Sterling and Jacob completely agree. Neither of these men let their age or any other “obstacle” stop them from creating something really cool in the industry. To get there in their minds and allow the success they now enjoy, they say they took and continue to take from the pages of success and wealth-creation books, especially the classics! Knowing what it takes to earn long-term wealth, Jacob and Sterling worked with mentors, which shortened their learning curve from a decade down to two years. When they started working together they were able to become superstar investors.
Learn more about how Holdfolio works. It might be a way for you to jump into the real estate investing pool without the upfront learning curve, especially if you like the idea of investing in properties with good appreciation and good cashflow in Indianapolis and the midwest.
Enjoyed this episode? Here's how to get more actionable insights:
Stop struggling with outdated STR strategies. Join 20,000+ hosts who get my battle-tested systems delivered straight to their inbox - twice weekly, zero fluff.
Every newsletter shares:
✓ One proven STR automation strategy
✓ Real implementation steps you can use today
✓ Market insights from managing 400+ units
✓ Systems that create $800+ monthly net income per bedroom
Our community consistently achieves:
• 30%+ profit margins
• 80% automated guest communications
• 5+ hours saved weekly
• Predictable booking patterns
💰 FREE FOR PODCAST LISTENERS
Get immediate access to the same strategies that have created multiple 7-figure STR owners across 17 countries.
➡️ Visit newsletter.cashflowdiary.com/welcome
Every day you wait is another day of potential profit lost.
Note: This is the raw, unfiltered knowledge from my makeshift living room "office" (fueled by Celsius and Chick-fil-A) - no theory, just proven systems that work.
